Cities are often becoming disaster centers where flooding has been occurring rather frequently. Due to the unprecedented frequency and proportion of urbanization taking place, many developed cities are witnessing extreme strain during the monsoons. The rains have caused some of the most advanced cities to face substantial flooding due to major planning lapses. Apart from altering catchments, urban habitats that spread across natural terrain like dry lakes, flood plains, and low-lying areas, commonly encroach over drainage networks and water bodies, eventually resulting in flooding. Insufficient and improper maintenance of stormwater drains have also contributed to urban floods. Because of the exponential increase in concretized areas, the incidence of runoff has increased profoundly, surpassing expected measures. Remote Sensing and GIS technology are used to analyze real-time topographical data, thematic topographical changes along with catchment area analysis of rainfall and drainage patterns. Population has witnessed a 4% average growth rate and the city has received an average of 40% increase in yearly precipitation since 2020. Radical topographical transformation took place from 2003 to 2013 with 40% reduction in waterbodies, 36% reduction in vegetative cover. and 89% increase in concretization. Dynamic structural design planning, flood vulnerability mapping, robust stormwater drainage systems, inbuilt rainwater harvesting and runoff recycling structures, green infrastructures, etc., are management strategies and good practices being suggested for implementation, to regulate the flooding issue.